18 Sleepy Hollow Rd, Sandy Hook, CT 06482

Off market sep 2025 for $860K

$907,191

Est. refi paymentEst. refi $2,354/mo

•

3,520

sq ft

18 Sleepy Hollow Rd, Sandy Hook, CT 06482

About this home

Nestled on 2 private, peaceful acres in a scenic cul-de-sac neighborhood, this 4-bedroom, 2.5-bath Colonial offers the perfect everyday retreat from the hustle and bustle. Meticulously maintained, this home boasts numerous updates to both its aesthetics and mechanical systems. Enjoy stunning curb appeal with professional landscaping and a lush, golf-course-like lawn. Sunlight floods the interior through generous windows offering leafy, tranquil views throughout. The spacious eat-in kitchen features a slider to a newer Trex deck-an ideal spot to unwind while taking in the private, serene, wooded backdrop. On warmer days, an automatic awning provides instant shade and comfort. The finished lower-level recreation room with French Doors open to a beautiful patio beneath the deck, complete with a thoughtfully designed gutter system that keeps the space dry and inviting year-round. Private yet not secluded, you'll love having nature at your doorstep-and you'll also be inheriting some of the best neighbors in town! Additional highlights include new roof, new well pump, new water softener, newer central air conditioning, new garage doors, EV charger & spacious shed with new roof. Conveniently located near I-84, Sandy Hook Village, and all the wonderful amenities Newtown has to offer. Don't miss the opportunity to make this your next home! Sleepy Hollow Rd is Newtown's best kept secret!

Please see Home Feature List for additional details.

Single-familyProperty Type

1996Year Built

2 acresLot Size

$258Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Diane Tyrrell • William Raveis Real Estate

Bought with Rafael Monegro • Keller Williams Realty

Bought with Christopher Reid • Keller Williams Realty

Source:Smart MLS #24107901

Redfin Estimate

$907,191

$47K since sold in September 2025$10K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.8% higher than the average sale price ($834K) of 6 comparable homes.

SOLD JAN 30, 2026
$605,000
A
4 beds2 baths2,542 sq ft
30 Old Green Rd, Sandy Hook, CT 06482
SOLD SEP 14, 2026
$795,000
B
4 beds2.5 baths2,594 sq ft
23 Old Green Rd, Sandy Hook, CT 06482
SOLD OCT 19, 2026
$1,075,000
C
4 beds2.5 baths3,675 sq ft
4 Whitewood Rd, Newtown, CT 06470
SOLD SEP 30, 2026
$835,000
D
4 beds2.5 baths2,951 sq ft
8 Bristle Ln, Sandy Hook, CT 06482
SOLD JUL 31, 2026
$825,000
E
4 beds2.5 baths3,291 sq ft
40 Echo Valley Rd, Newtown, CT 06470
SOLD JUN 30, 2026
$870,000
F
4 beds2.5 baths3,441 sq ft
21 Pearl St, Sandy Hook, CT 06482

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$179,033

Est. take-home

List your home with Redfin and save $9,072

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,466/mo

Redfin rental estimate

List your home for rent

Market trends in 06482, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.1%

+0.5% MoM

Median sale price

$570K

$65K MoM

Avg. days on market

64d

6 days MoM

Recently sold homes

3 MoM

New listings for sale

$535,000
2 beds2.5 baths1,264 sq ft
163 Jennifer Ln #163, Sandy Hook, CT 06482
OPEN SUN, 1PM TO 3PM
$799,999
3 beds2 baths1,766 sq ft
74 Underhill Rd, Sandy Hook, CT 06482
$540,000
2 beds2 baths1,680 sq ft
18 Watkins Dr #18, Sandy Hook, CT 06482
$659,000
3 beds3 baths2,121 sq ft
9 Grays Plain Rd, Sandy Hook, CT 06482
See all

Provided by Redfin

Sale history for 18 Sleepy Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$11,746 (+9.6%)

$131,940 + $315,700

$447,640

2022

$10,715

$87,780 + $221,280

$309,060

2021

$10,709 (−0.3%)

$87,780 + $221,280

$309,060

2020

$10,743 (+5.8%)

$87,780 + $221,280

$309,060

2019

$10,158 (+1.5%)

$87,780 + $204,380

$292,160

2018

$10,004 (−4.6%)

$87,780 + $204,380

$292,160

2017

$10,488 (+0.8%)

$100,630 + $209,030

$309,660

2016

$10,405 (+1.6%)

$100,630 + $209,030

$309,660

2015

$10,240 (−0.7%)

$100,630 + $209,030

$309,660

2014

$10,315

$100,630 + $209,030

$309,660

Tax history for 18 Sleepy Hollow Rd

Year

Property tax

Land + Additions

Assessment*

2023

$11,746 (+9.6%)

$131,940 + $315,700

$447,640

2022

$10,715

$87,780 + $221,280

$309,060

2021

$10,709 (−0.3%)

$87,780 + $221,280

$309,060

2020

$10,743 (+5.8%)

$87,780 + $221,280

$309,060

2019

$10,158 (+1.5%)

$87,780 + $204,380

$292,160

2018

$10,004 (−4.6%)

$87,780 + $204,380

$292,160

2017

$10,488 (+0.8%)

$100,630 + $209,030

$309,660

2016

$10,405 (+1.6%)

$100,630 + $209,030

$309,660

2015

$10,240 (−0.7%)

$100,630 + $209,030

$309,660

2014

$10,315

$100,630 + $209,030

$309,660

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

2 Acres

Year renovated

—

Sq. Ft.

2,520

Year built

1996

Style

Single Family Residential

County

Fairfield County

APN

208347

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Paved
Garages Number: 2

Parking Information
Parking Total Spaces: 6

Interior

Virtual Tour Information

Interior Information
Total Rooms: 8
Laundry Room Location: Upper Level
Laundry Room Info: Upper Level
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Electric Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Exercise Room, Workshop
Basement Description: Full, Full With Walk-Out
Has Attic
Attic Description: Storage Space, Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Shed, Deck, Gutters, Garden Area, Lighting, Patio

Lot Information
Lot Description: In Subdivision, Treed, Level Lot, On Cul-De-Sac, Rolling

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Gray

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2520

Financial

Assessments Information
Assessed Value: $447,640

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Water
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Generator Ready, Storm Doors

Location

School Information
Middle Jr High School: Newtown
Intermediate School: Reed
High School: Newtown
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Lake, Medical Facilities, Park, Playground/Tot Lot, Public Pool, Shopping/Mall
Directions: Walnut Tree Hill to Old Green to Valley Field Rd S to Sleepy Hollow. #18 is on the Right
County: Fairfield

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,520
Stories: 2.0
Lot Size: 2 acres
Style: Single Family Residential
Year Built: 1996
Year Renovated: —
County: Fairfield County
APN: 208347

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

K - 12
Preschool & daycare

Hawley Elementary School

Public K-4 • Assigned • 1.4mi

7/10

Newtown Middle School

Public 7-8 • Assigned • 1.5mi

9/10

Newtown High School

Public 9-12 • Assigned • 1.7mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 99° expected this year, 14 days in 30 years

5/10 Wind Factor

26% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Sandy Hook, CT • 06482

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$862,000 – $1.04M

Reach more buyers when you sell with Redfin. Save up to $9,072 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$889,000

4 beds3 baths2,522 sq ft

60 Housatonic Dr, Sandy Hook, CT 06482

Lakefront home • 12 x 14 dock • Main-level flex room

$719,900

4 beds2.5 baths2,980 sq ft

29 Narragansett Trl, Sandy Hook, CT 06482

Eat-in kitchen • Cozy fireplace • Spa-like full bath

NEW CONSTRUCTION

$799,000

4 beds2.5 baths2,700 sq ft

435 Berkshire Rd, Southbury, CT 06488

Open floor plan • Hardwood flooring • Level lot

VIDEO TOUR

$1,549,000

5 beds4.5 baths5,522 sq ft

3 Dylan Dr, Newtown, CT 06470

Circular driveway • Level property • Expansive kitchen

$1,399,000

4 beds4 baths5,376 sq ft

44 Old Green Rd, Sandy Hook, CT 06482

Private lot • Landscape lighting • Grand foyer

$1,500,000

6 beds3.5 baths4,730 sq ft

73 Riverside Rd, Sandy Hook, CT 06482

Peaceful pond • In-ground pool • Gourmet kitchen

New listings for sale in 06482

$535,000

2 beds2.5 baths1,264 sq ft

163 Jennifer Ln #163, Sandy Hook, CT 06482

One level living • Private deck • Updated full baths

OPEN SUN, 1PM TO 3PM

$799,999

3 beds2 baths1,766 sq ft

74 Underhill Rd, Sandy Hook, CT 06482

Direct waterfront • Private dock • Panoramic views

$540,000

2 beds2 baths1,680 sq ft

18 Watkins Dr #18, Sandy Hook, CT 06482

Hardwood floors • Vaulted ceilings • Triple skylights

$659,000

3 beds3 baths2,121 sq ft

9 Grays Plain Rd, Sandy Hook, CT 06482

Updated kitchen • Expansive back deck • 1.07 acre lot

Home values near 18 Sleepy Hollow Rd

Data from public records.

Address	Redfin Estimate
15 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 3316 Sq. Ft.	$911,136
23 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 2736 Sq. Ft.	$814,366
27 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 3092 Sq. Ft.	$945,518
14 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 2376 Sq. Ft.	$831,342
16 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 2818 Sq. Ft.	$812,559
51 Walnut Tree Hill Rd, Sandy Hook, CT 5 Beds \| 3 Baths \| 1684 Sq. Ft.	$636,523
65 Walnut Tree Hill Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 2494 Sq. Ft.	$765,294

Address	Redfin Estimate
10 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 2184 Sq. Ft.	—
21 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 2696 Sq. Ft.	$815,369
25 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 2750 Sq. Ft.	$857,089
24 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 3050 Sq. Ft.	$866,400
12 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 2700 Sq. Ft.	$807,916
55 Walnut Tree Hill Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 3588 Sq. Ft.	$866,758
11 Franklin Ct Apartment 11, Newtown, CT 2 Beds \| 2.5 Baths \| 2341 Sq. Ft.	$608,183

Address	Redfin Estimate
17 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 2951 Sq. Ft.	$878,105
19 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 3.5 Baths \| 2722 Sq. Ft.	$839,298
20 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 2896 Sq. Ft.	$853,346
22 Sleepy Hollow Rd, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 2680 Sq. Ft.	$812,264
6 Valley Field Rd S, Sandy Hook, CT 4 Beds \| 2.5 Baths \| 2757 Sq. Ft.	$824,839
61 Walnut Tree Hill Rd, Sandy Hook, CT 4 Beds \| 4 Baths \| 3000 Sq. Ft.	—
10 Franklin Ct Apartment 10, Newtown, CT 2 Beds \| 2.5 Baths \| 2068 Sq. Ft.	$741,782

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

More real estate resources

Zip Codes
Minor Civil Divisions
Cities
Neighborhoods
Popular Searches

06478 homes for sale
06482 homes for sale
06468 homes for sale
06488 homes for sale
06470 homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Wallingford homes for sale
Wilton homes for sale
Fairfield homes for sale
Farmington homes for sale
New Canaan homes for sale

Houses for rent in Sandy Hook	Agents near me	Westport, CT homes for sale	Sandy Hook Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Sandy Hook Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Milford homes for sale
Westport homes for sale
Norwalk homes for sale